Dimers restrytisol

Some microbial pathogens can circumvent the defensive response of plants by biotransforming the antimicrobial stilbenoids in a multi-step oxidative detoxification process [106], Research has shown that the pathogenicity of B. cinerea strains is positively correlated with these fungi s production of blue-copper oxidases known as stilbene oxidases or laccases [127,128]. These enzymes are polyphenol oxidases capable of catalyzing the oxidation and polymerization of numerous phenolic substrates [129,130,131,132]. It has been shown that 1 is readily transformed in the presence of B. cinerea culture medium filtrates that contain laccases [107]. Recently, six resveratrol dimers (restrytisols A-C... 

The retrosynthesis of Aara-e-viniferin (445) by Thomas et al. indicated that the y-butyrolactone (823) was a key intermediate, which later converted from the corresponding stilbene by manganese triacetate-mediated oxidative lactonization (Scheme 18) [407]. In subsequent papers, they described the FeCb-promoted tandem pericyclic synthesis of catechol analogs of restrytisol C. 3,4-Dimethoxy-12-acetoxy stilbene (824), which was synthesized by Heck coupling, was treated with FeCb to give the unnatural stilbene dimers 585 and 586 (Scheme 19) [288]. 

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